Basically my idea is that roots need oxygen and when over watering they r just deprived of it.. so if one side i do over water the other side should still be able to get oxygen.. don't no if my thinking is correct or if it will even work.
So you are right... over watering is in fact drowning... starving the plant of oxygen.
But your plan has some flaws: gravity and permeation. Even if you only water one side... the water will distribute out into the rest of the soil... it's physics. Let's say you
could effectively water only one side... well, plants don't necessarily distribute things evenly... think of it like a certain section of root feeds only a certain part of the plant... if that root hit a pocket of over-fertilization lets say, the branch it feeds might die, but the rest of the plant will not be as deeply affected. In your scenario you could still over water half your plant.
Like you said, experience is going to be your best teacher there. I personally water very little. My environment in very humid so it takes a long time for my pots to dry out... I also find it is easier to over-water than to under water... meaning you can easily wind up over watering... but when you water less, you can tell when your plant needs more, either from the soil dryness or the plant itself showing signs. You do run the risk of stress... but I think that's less of an issue than water-logging. Over watering can be much harder to solve, depending how bad it gets.
Don't be afraid to shove your pinky in the soil or fondle your plants (haha that all sounds so dirty) to get a sense of how both are doing.
On the upside smart pots are great for preventing water logging issues... in fact, their major disadvantage to other pots is that they tend to dry out faster. One tip... get someting to keep them of the "floor", getting a little air circulating under there. This will ensure drainage and aeration and pretty much never having to worry about "over watering."